Trifluoroacetic acid → 1-Allyl-3-(4,5,6,7-tetrahydro-thiazolo(5,4-c)pyridin-2-yl)-urea

HRID 400429ノート

反応式

HRID 400429 の反応式
C(O)(C(F)(F)F)=O.C(OC([N:15]1[CH2:20][CH2:19][C:18]2[N:21]=[C:22]([NH:24][C:25]([NH:27][CH2:28][CH:29]=[CH2:30])=[O:26])[S:23][C:17]=2[CH2:16]1)=O)(C)(C)C>C(Cl)(Cl)Cl>[CH2:28]([NH:27][C:25]([NH:24][C:22]1[S:23][C:17]2[CH2:16][NH:15][CH2:20][CH2:19][C:18]=2[N:21]=1)=[O:26])[CH:29]=[CH2:30]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 866860332-(3-allyl-ureido)-6,7-dihydro-4H-thiazolo(5,4-c)pyridine-5-carboxylic acid tert-butyl ester

生成物 1

HCID 866860341-Allyl-3-(4,5,6,7-tetrahydro-thiazolo(5,4-c)pyridin-2-yl)-urea収率 96.6%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒2 回

実験手順

10% TFA in 60 ml chloroform was added to 2.5 g 2-(3-allyl-ureido)-6,7-dihydro-4H-thiazolo (5,4-c) pyridine-5-carboxylic acid tert-butyl ester in 28 ml chloroform and stirred for 2 h at RT. The mixture was concentrated, the residue was diluted with chloroform and basified with 2.5 M aqueous potassium carbonate solution and extracted with chloroform. The organic layer was concentrated. The residue was washed with a mixture 50% ethyl acetate and 50% hexane to yield 1.7 g of the desired product. (M+H)+: 239

後処理

  1. concentrationThe mixture was concentrated
  2. additionthe residue was diluted with chloroform
  3. extractionextracted with chloroform
  4. concentrationThe organic layer was concentrated
  5. washThe residue was washed with a mixture 50% ethyl acetate and 50% hexane

出典と根拠

ORDレコード
ord-8d4809b8159c4efe82895d253f3ecbd2
出典データセット
uspto-grants-2014_06
特許番号
US08741892B2

反応ノート

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